| Let Me Die with My Boots On | David Quinn | 3:24 | |
| If I Was a Candle | Eleven Hundred Springs | 2:47 | |
| Greener Valley | Hawken Horse | 3:04 | |
| Can't Break My Heart | Justin Wells | 3:30 | |
| Buckaroos Rodeo | Ryan Fritz | 3:39 | |
| Lone Wolf | Jason Dea West | 6:35 | |
| To Seek the Devil | Josh Morningstar | 4:48 | |
| Good Clean Livin' (feat. Trey Pendley & Grace Stormont) | Jon Bailey & The Heathen Revival, Trey Pendley, Grace Stormont | 4:15 | |
| Autumn Moon | Ritch Henderson | 4:24 | |
| Me and Big Dave | Colter Wall | 4:04 | |
| Cars and Refrigerators | Jordan Lee King | 4:16 | |
| Madeline | Danno Simpson | 3:46 | |
| Crocodile (OurVinyl Sessions) | Justin Wells, OurVinyl | 3:31 | |
| Road Stories About Old Photos | Josh Morningstar, Billy Don Burns | 1:11 | |
| Green River Sound | Jason W. Evans | 3:39 | |
| You Should Never Change | Tennessee Jet | 3:18 | |
| Outlaw Songs | Race Ricketts | 2:45 | |
| When the Waters Were One | Joseph Huber | 4:19 | |
| All I Can Say | Janne Smeets | 3:58 | |
| Holy | Christopher Sidney | 4:26 | |
| Cribbage In the Corner | Paddy Mills | 3:07 | |
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| Big River Ballad | Benjamin Tod | 5:13 | |
| Tulsa's Last Magician - Western AF Version | Willi Carlisle, Western AF | 4:35 | |
| Pitch, You Wild Outlaw, Pitch | Andy Hedges, Corb Lund | 3:06 | |
| Sunshine Daydream | Cody Lee Meece | 4:06 | |
| Ill Will Creek | Cole Chaney | 4:23 | |
| Brothers of the Music Intro | Billy Don Burns, Josh Morningstar | 1:16 | |
| I Don't Believe | Jeremy Pinnell | 3:04 | |
| The Time for That Is Over | Ritch Henderson | 3:49 | |
| Brainerd Road Café Blues | Roger Alan Wade | 3:47 | |
| Outlaw Man | Tim Helnore | 3:15 | |
| Water in a Well | Sturgill Simpson | 3:46 | |
| The Incredible Heat Machine (Preprise) | TK & The Holy Know-Nothings | 1:04 | |
| Jesse | Tony Logue | 5:02 | |
| Chickamauga | Willy Tea Taylor | 5:14 | |
| Sawtoothed Jericho | Pony Bradshaw | 4:59 | |
| Wishing Well | Cole Chaney | 4:36 | |
| Loretta | Luke Bell | 3:58 | |
| I Can Get off on You | Christopher Seymore, South Texas Tweek | 2:21 | |
| Shoot Me | Brenn Hill | 3:37 | |
| Ramblin' Man Chapter 33 | Josh Morningstar | 4:16 | |
| M.O.T.E. | John R. Miller | 3:51 | |
| Son of a Bitch | Vincent Neil Emerson | 3:31 | |
| Ice on the Road | Cory Cross | 4:57 | |
| Livin' the Dream | Josh Morningstar | 2:28 | |
| Motor’s Fried | John R. Miller | 3:36 | |
| As Long as You Ain't Coming Back | Josh Morningstar | 2:59 | |
| In a Bottle | Josh Morningstar | 3:00 | |
| Long Way From Georgia | Ryan Bingham | 3:50 | |